title: Direct catalytic anti-Markovnikov addition of carboxylic acids to alkenes.
abstract: A direct catalytic anti-Markovnikov addition of carboxylic acids to alkenes is reported. The catalyst system is comprised of the Fukuzumi acridinium photooxidant (1) and a substoichiometric quantity of a hydrogen-atom donor. Oxidizable olefins, such as styrenes, trisubstituted aliphatic alkenes, and enamides, can be employed along with a variety of carboxylic acids to afford the anti-Markovnikov addition adducts exclusively. A deuterium-labeling experiment lends insight to the potential mechanism.
authors.affiliation: Department of Chemistry, University of North Carolina at Chapel Hill, Chapel Hill, North Carolina 27599-3290, United States.
authors.forename: Andrew J
authors.initials: AJ
authors.lastname: Perkowski
authors.forename: David A
authors.initials: DA
authors.lastname: Nicewicz
mesh_terms: D000085:Acetates / Q000138:chemical synthesis* / Q000737:chemistry; D000475:Alkenes / Q000737:chemistry*; D002264:Carboxylic Acids / Q000737:chemistry*; D002384:Catalysis; D015394:Molecular Structure
chemical_list: D000085:Acetates; D000475:Alkenes; D002264:Carboxylic Acids